Operated by a Wander partner
Trusted operators, vetted by Wander
Escape to Beach Escape, a charming 3-bedroom, 3-bathroom Mediterranean-style house in the heart of Holmes Beach, Florida. Enjoy easy access to the pristine beach, walkable dining and shopping, and a free trolley stop. This home offers a private outdoor oasis with a heated pool, outdoor dining, and a gas grill. Explore the island with a complimentary golf cart and bikes. Experience the perfect blend of relaxation and adventure in this guest-friendly location.
The Home This charming 3-bedroom, 3-bath Mediterranean-style retreat is tucked away on a quiet cul-de-sac—offering peaceful privacy while still being right in the heart of Holmes Beach. Bright, coastal interiors inspired by the Gulf Fully equipped kitchen with stainless steel appliances Multiple balconies for morning coffee or sunset breezes Smart TVs + high-speed WiFi throughout
Getting around Anna Maria Island is easy and enjoyable. The free island trolley runs daily along the island and is just a short walk away, offering convenient access to beaches, shops, dining, and local favorites from the City of Anna Maria to Bradenton Beach. Complimentary bikes are provided, and ride shares, taxis, and personal vehicles are also readily available. On-site parking is available for up to four vehicles. For a classic island experience, guests may rent a golf cart from our preferred provider, Coconut Rentals. Be sure to mention Serendipity when booking to receive a preferred guest discount (subject to availability).
Weekly Rentals Only: This home is subject to a 7-night minimum stay in accordance with City of Holmes Beach regulations.
Occupancy Limits: Maximum occupancy is 2 guests per bedroom plus up to 2 additional guests, not to exceed 12 total, whichever is less. Limits are strictly enforced.
Parking: On-site parking is available for up to 4 vehicles in designated areas only.
No Pets: Only service animals are allowed on the property, and must be registered prior to check in
Noise Ordinance: This is a quiet residential neighborhood. Local noise limits apply (65 dBA from 7 AM–10 PM; quiet hours 10 PM–8 AM).
Self Check-In: Easy arrival with smart-lock self check-in. Entry details are provided prior to arrival once pre-arrival requirements are completed.
Pre-Arrival Requirements: A signed rental agreement, valid government ID, and signed waivers are required for all adults prior to check-in.
Pool Safety: Swim at your own risk. No glass permitted in or around the pool. Children must be supervised at all times.
This home is professionally managed to ensure a seamless, luxury stay while respecting your privacy. Guests enjoy a self-directed experience, with no on-site interaction unless requested.
Our team is available 7 days a week from 8 AM to 4 PM to assist with questions or needs. Outside of regular hours, after-hours support is available for true emergencies only.
Holmes Beach, Florida 34217, United States
Holmes Beach, Florida, United StatesSavor fresh seafood and cocktails at Beach House Waterfront Restaurant, where stunning Gulf of Mexico views from the covered deck create an unforgettable beachfront vibe. Perfect for sunset dinners or relaxed gatherings since 1993.[1][2][4]
Nestled on Anna Maria Island's beachfront since 1911, Sandbar Seafood + Spirits serves fresh coastal seafood and cocktails amid Old Florida charm, toes-in-the-sand decks, and mesmerizing Gulf sunsets. Recently renovated, it's perfect for lively dinners or romantic evenings.
Nestled on Anna Maria Island, The Ugly Grouper serves up fresh grouper tacos and seafood in a lively outdoor patio buzzing with live music, family-friendly games, and island vibes. Snap a pic with the quirky grouper statue and unwind pet-friendly style.[1][2][3]
Nestled on Anna Maria Island, The Waterfront Restaurant captures old Florida charm with fresh, seasonal American seafood, steaks, and natural flavors enjoyed in a laid-back waterfront setting. Savor exceptional dishes like pork belly and scallops amid tropical vibes.
Savor all-you-can-eat pancakes and sausage, juicy half-pound burgers, and fresh seafood at Anna Maria Island Beach Cafe, a casual gulf-front gem on Holmes Beach with live music, sunset views, and sandy play for kids.[1][2][5]
Shore Longboat Key is a mid-century coastal eatery specializing in creative seafood dishes and signature cocktails, served in a sophisticated open-air setting with stunning bay views and a lighted dock right on the water.
Nestled on Longboat Key's waterfront with a private dock and beach, Mar Vista Dockside Restaurant & Pub serves fresh, southern-inspired seafood amid breathtaking ocean views and a charming, tree-shaded ambiance. Dock your boat and savor the island vibe.
Swordfish Grill & Tiki Bar is a waterfront dining gem in Cortez, Florida, serving fresh seafood and tropical cocktails with stunning Sarasota Bay views, live music, and the unique charm of a historic fishing village right at your table.
Tide Tables is a laid-back waterfront restaurant in historic Cortez Village specializing in fresh, locally-caught seafood like their renowned blackened fish tacos and mahi-mahi, offering diners authentic Old Florida charm with stunning views of the Intracoastal Waterway.
Discover Robinson Preserve's 600-acre coastal paradise in Bradenton, where mangrove mazes, kayak waterways, and a towering observation deck reveal dolphins, manatees, and vibrant wildlife amid stunning Tampa Bay views. Nature lovers, families, birdwatchers, and adventurers will relish this serene escape.[1][2][7]
Paddle through Anna Maria Island's hidden mangrove tunnels by kayak, gliding past manatees, dolphins, and herons in a serene, wild waterway unlike anywhere else. Nature lovers and adventure seekers will cherish this peaceful, immersive escape into Florida's untamed beauty.
Discover Manatee Public Beach, a family paradise on Anna Maria Island with powdery white sands, gentle turquoise waves, and fun amenities like playgrounds, volleyball, and picnic spots for all-day bliss. Perfect for families, beach lovers, and anyone craving relaxation with a splash of adventure.[1][2][3][7]
Step back to 1539 at De Soto National Memorial, where living history reenactments at Camp Uzita and try-on armor bring Hernando de Soto's epic—and controversial—expedition to life amid mangrove trails and bird-filled riversides. History buffs, birders, and families will love this immersive blend of adventure and nature.
Discover the pristine sands and serene turquoise waters of Anna Maria Island Beach, where stunning Gulf sunsets, playful dolphins, and abundant wildlife create magical moments. Nature lovers, families, and sunset seekers will adore this laid-back paradise.
Explore over 4,500 years of history at this 365-acre coastal preserve featuring ancient Native American temple mounds, six miles of scenic trails through tropical hammocks and mangroves, and an observation tower with views of Tampa Bay—perfect for history buffs, nature lovers, and outdoor adventurers seeking a free, family-friendly escape.
Discover the serene northern tip of Anna Maria Island at Bean Point Beach Access, where tree-lined paths lead to uncrowded sands meeting the Gulf and Tampa Bay. Perfect for shell hunters and tranquility seekers who don't mind a short walk.[1][2][3][6]
Discover the pristine sands and dolphin-filled waters of Manatee Public Beach in Holmes Beach, where free amenities like picnic spots, volleyball, and playgrounds create endless family fun. Perfect for beach lovers, kids, and anyone seeking a relaxed Gulf Coast escape.[1][3][4][5][6]
Discover Coquina Beach's pristine white sands, colorful coquina shells, and tranquil turquoise waters on Anna Maria Island, perfect for family fun like volleyball, picnics, and epic sunsets. Families, couples, and relaxation seekers will love its uncrowded old-Florida vibe with free parking and lifeguards.[2][3][5]
Free cancellation up to 14 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jun 29, 2026 | $400 | Not Available |
| Jun 30, 2026 | $400 | Not Available |
| Jul 1, 2026 | $600 | Not Available |
| Jul 2, 2026 | $550 | Available |
| Jul 3, 2026 | $550 | Not Available |
| Jul 4, 2026 | $550 | Not Available |
| Jul 5, 2026 | $450 | Not Available |
| Jul 6, 2026 | $450 | Not Available |
| Jul 7, 2026 | $450 | Not Available |
| Jul 8, 2026 | $450 | Not Available |
| Jul 9, 2026 | $450 | Not Available |
| Jul 10, 2026 | $500 | Not Available |
| Jul 11, 2026 | $500 | Not Available |
| Jul 12, 2026 | $500 | Not Available |
| Jul 13, 2026 | $500 | Not Available |
| Jul 14, 2026 | $500 | Not Available |
| Jul 15, 2026 | $500 | Not Available |
| Jul 16, 2026 | $500 | Not Available |
| Jul 17, 2026 | $500 | Not Available |
| Jul 18, 2026 | $500 | Not Available |
| Jul 19, 2026 | $500 | Not Available |
| Jul 20, 2026 | $500 | Not Available |
| Jul 21, 2026 | $500 | Not Available |
| Jul 22, 2026 | $500 | Not Available |
| Jul 23, 2026 | $500 | Not Available |
| Jul 24, 2026 | $500 | Not Available |
| Jul 25, 2026 | $500 | Not Available |
| Jul 26, 2026 | $500 | Available |
| Jul 27, 2026 | $500 | Available |
| Jul 28, 2026 | $500 | Available |
| Jul 29, 2026 | $500 | Available |
| Jul 30, 2026 | $500 | Available |
| Jul 31, 2026 | $500 | Available |
| Aug 1, 2026 | $450 | Not Available |
| Aug 2, 2026 | $400 | Not Available |
| Aug 3, 2026 | $400 | Not Available |
| Aug 4, 2026 | $400 | Not Available |
| Aug 5, 2026 | $400 | Not Available |
| Aug 6, 2026 | $400 | Not Available |
| Aug 7, 2026 | $450 | Not Available |
| Aug 8, 2026 | $450 | Available |
| Aug 9, 2026 | $400 | Available |
| Aug 10, 2026 | $400 | Available |
| Aug 11, 2026 | $400 | Available |
| Aug 12, 2026 | $400 | Available |
| Aug 13, 2026 | $400 | Available |
| Aug 14, 2026 | $450 | Available |
| Aug 15, 2026 | $450 | Available |
| Aug 16, 2026 | $400 | Available |
| Aug 17, 2026 | $400 | Available |
| Aug 18, 2026 | $400 | Available |
| Aug 19, 2026 | $400 | Available |
| Aug 20, 2026 | $400 | Available |
| Aug 21, 2026 | $450 | Available |
| Aug 22, 2026 | $450 | Available |
| Aug 23, 2026 | $400 | Available |
| Aug 24, 2026 | $400 | Available |
| Aug 25, 2026 | $400 | Available |
| Aug 26, 2026 | $400 | Available |
| Aug 27, 2026 | $400 | Available |
| Aug 28, 2026 | $450 | Available |
| Aug 29, 2026 | $450 | Available |
| Aug 30, 2026 | $400 | Available |
| Aug 31, 2026 | $400 | Available |
| Sep 1, 2026 | $400 | Available |
| Sep 2, 2026 | $400 | Available |
| Sep 3, 2026 | $400 | Available |
| Sep 4, 2026 | $450 | Available |
| Sep 5, 2026 | $450 | Available |
| Sep 6, 2026 | $400 | Available |
| Sep 7, 2026 | $400 | Available |
| Sep 8, 2026 | $400 | Available |
| Sep 9, 2026 | $400 | Available |
| Sep 10, 2026 | $400 | Available |
| Sep 11, 2026 | $450 | Available |
| Sep 12, 2026 | $450 | Available |
| Sep 13, 2026 | $400 | Available |
| Sep 14, 2026 | $400 | Available |
| Sep 15, 2026 | $400 | Available |
| Sep 16, 2026 | $400 | Available |
| Sep 17, 2026 | $400 | Available |
| Sep 18, 2026 | $450 | Available |
| Sep 19, 2026 | $450 | Available |
| Sep 20, 2026 | $400 | Available |
| Sep 21, 2026 | $400 | Available |
| Sep 22, 2026 | $400 | Available |
| Sep 23, 2026 | $400 | Available |
| Sep 24, 2026 | $400 | Available |
| Sep 25, 2026 | $450 | Available |
| Sep 26, 2026 | $450 | Available |
| Sep 27, 2026 | $400 | Available |